Grand Trunk Trail embankment over Rocky Brook (4), December 2024.jpg
Pi.1415926535 · CC BY-SA 4.0

Chamberlain Pond–Border Trail, 6 sights is a 12.5-mile out-and-back in Douglas State Forest near East Thompson, CT. The route reaches Chamberlain Pond at the turnaround, 6.1 miles in. It climbs 710 ft and is mostly dirt. It scores 62/100 on the Ambleway Wildness scale: backcountry feel.

Elevation

0 mi515 – 784 ft12.7 mi

Getting there

Trailhead: Benson Mountain Trail 41.98540, -71.78931
Nearest town East Thompson, CT

Directions

AMBLEWAYwww.ambleway.com

Chamberlain Pond–Border Trail, 6 sights

12.5 mi · ▲ 710 ft · 4 hr 31 min

Elevation 515–784 ft

Out & Back · Douglas State Forest

Trailhead: Benson Mountain Trail · 41.98540, -71.78931

Weather Sep 20: sunrise 6:33 AM · sunset 6:50 PM

Parking lot at the trailhead

  1. Start on Benson Mountain Trail, heading SW.
  2. 350 ftTurn right, heading W.
  3. 0.2 miTurn right, heading NW.
  4. 0.2 miTurn left onto Border Trail, heading NW.
  5. 1.6 miContinue straight onto Tri-State Marker Trail, heading N.
  6. 0.3 miBear right onto Southern New England Trunkline Trail, heading NE.
  7. 0.2 miBear right, heading NE.
  8. 0.5 miBear left, heading NW.
  9. 0.4 miTurn left onto Saddle Trail, heading N.
  10. 0.6 miTurn right onto Hay Ride Trail, heading N.
  11. 50 ftSharp left onto Saddle Trail, heading N.
  12. 0.3 miContinue straight onto Pain in the Pullman, heading N.
  13. 250 ftTurn left onto Grand Trunk Trail, heading N.
  14. 0.6 miTurn right, heading SW.
  15. 0.5 miTurn left, heading NW.
  16. 0.8 miReach Chamberlain Pond, then turn around and head back the way you came.
  17. 0.8 miTurn right, heading NE.
  18. 1.1 miTurn right onto Pain in the Pullman, heading E.
  19. 250 ftContinue straight onto Saddle Trail, heading E.
  20. 0.3 miSharp right onto Hay Ride Trail, heading SE.
  21. 50 ftTurn left onto Saddle Trail, heading SE.
  22. 0.6 miTurn right onto Southern New England Trunkline Trail, heading E.
  23. 0.4 miSharp left, heading SW.
  24. 200 ftBear right, heading SW.
  25. 0.7 miBear left onto Tri-State Marker Trail, heading SW.
  26. 0.3 miContinue straight onto Border Trail, heading S.
  27. 1.6 miTurn right, heading E.
  28. 0.2 miTurn left, heading SE.
  29. 0.2 miTurn left onto Benson Mountain Trail, heading S.
  30. 50 ftArrive back at the trailhead.

Each distance is the walk from the previous step. Tap a step for a map of its junction.

Trail surface

77% dirt23% unspecified

Weather

Sunrise 6:33 AMSunset 6:50 PM

Sunset

The best sunset spot on this hike is 5.8 mi in (~155 min). Leave by 3:55 PM for the 6:50 PM sunset. Back at your car by 9:37 PM, after dark — bring a headlamp.

More sunset hikes nearby

Good to know

  • Parking lot at the trailhead

Other ways to reach this destination

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